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Apple made “security updates” to all its most recent operating system versions (Big Sur, Catalina, etc…) that change how administrative procedures are accessed using Sudo (a Unix command). This negatively affected AppleScripts that utilize the Sudo command like Trash It! did. That includes using “with administrative privileges” in scripts to bypass Sudo.

These security updates broke Trash It! and so far I’ve been unable to find a workaround. They also made the Trash folder impossible to remove or delete as they changed its permissions.

You can still download free apps that delete your trash but I’m not sure if they still work on ‘stuck’ items like Trash It! did. I’ll keep plugging along, but for now, it doesn’t look like a fix is coming anytime soon.

Trash It! may still work on your system if Apple didn’t apply this security update to your version of OSX…yet.